Azaterphenyl diamidines as antileishmanial agents

Bioorg Med Chem Lett. 2008 Jan 1;18(1):247-51. doi: 10.1016/j.bmcl.2007.10.091. Epub 2007 Oct 30.

Abstract

Eighteen diamidino azaterphenyls and analogues were evaluated as anti-leishmanials; nine of the compounds gave IC50 values less than 1 microM, five exhibited values less than 0.40 microM, and two gave values less than 0.10 microM in a Leishmania donovani axenic amastigote assay. The activity of the diamidines strongly depends on the ring N-atom location relative to the amidine groups and correlates with DNA affinity. Transmission electron microscopy studies showed a dramatic dilation of the mitochondrion and evidence of disintegration of the kinetoplast of the amastigotes.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antiprotozoal Agents / chemical synthesis*
  • Antiprotozoal Agents / chemistry
  • Antiprotozoal Agents / pharmacology*
  • Aza Compounds / chemical synthesis
  • Aza Compounds / chemistry
  • Aza Compounds / pharmacology
  • Benzamidines / chemical synthesis
  • Benzamidines / chemistry
  • Benzamidines / pharmacology
  • DNA, Protozoan / metabolism
  • Leishmania donovani / drug effects*
  • Leishmania donovani / genetics
  • Leishmania donovani / ultrastructure
  • Rats
  • Structure-Activity Relationship
  • Terphenyl Compounds / chemical synthesis*
  • Terphenyl Compounds / chemistry
  • Terphenyl Compounds / pharmacology*

Substances

  • Antiprotozoal Agents
  • Aza Compounds
  • Benzamidines
  • DNA, Protozoan
  • Terphenyl Compounds